That most likely means that you are looking at the iTunes Music Store. ITunes only updates their feed every few days. You need to subscribe to our feed from in the music store and then you will be tied directly to our feed that we host on our site, not a cached version of the feed. You may have already subscribed, and that is fine.
What you need to be looking at is the local Podcasts section of your iTunes Application. It should be on the left side of your iTunes right under Music, Movies, and TV Shows, then it goes Podcasts, Audiobooks, etc. So, if you click on the Podcasts selection, in this section, the iTunes Music Store is out of the picture and any podcast that you are subscribed to are linked directly from the podcaster's site.
If you maximize the "Chikara Video Podcast-A-Go-Go" section you should see all our episodes including our newest episodes, you can always find out our latest episode from the "Show Notes" at Chikara Podcast dot Com. If you don't see the newest episodes then your preferences in iTunes might not be set to update on a frequent basis. No trouble, click the "Refresh" button in the lower right of the application.